The title salt, C
13H
15N
2+·C
10H
5O
8−, manifests hydrogen-bonded one-dimensional chains parallel to the crystallographic
b-axis direction, consisting of alternating monoprotonated 1,3-di-4-pyridylpropane molecules and singly deprotonated pyromellitic acid anions. The chains interact
via C—H
O hydrogen bonds to form two-dimensional layers parallel to the
bc plane, which in turn stack to establish the three-dimensional crystal structure.
Supporting information
CCDC reference: 643060
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.003 Å
- R factor = 0.049
- wR factor = 0.141
- Data-to-parameter ratio = 15.8
checkCIF/PLATON results
No syntax errors found
Alert level A
DIFF020_ALERT_1_A _diffrn_standards_interval_count and
_diffrn_standards_interval_time are missing. Number of measurements
between standards or time (min) between standards.
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.772 0.970
Tmin(prime) and Tmax expected: 0.948 0.966
RR(prime) = 0.811
Please check that your absorption correction is appropriate.
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.81
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C17 - C23 ... 1.53 Ang.
1 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
5 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Crystal Maker (Palmer, 2005); software used to prepare material for publication: SHELXL97.
4-[3-(4-Pyridyl)propyl]pyridinium trihydrogen pyromellitate
top
Crystal data top
C13H15N2+·C10H5O8− | F(000) = 944 |
Mr = 452.41 | Dx = 1.493 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 20817 reflections |
a = 4.3743 (7) Å | θ = 2.1–28.3° |
b = 39.127 (6) Å | µ = 0.11 mm−1 |
c = 11.897 (2) Å | T = 173 K |
β = 98.609 (3)° | Block, yellow |
V = 2013.3 (5) Å3 | 0.46 × 0.32 × 0.30 mm |
Z = 4 | |
Data collection top
Bruker SMART 1K diffractometer | 4818 independent reflections |
Radiation source: fine-focus sealed tube | 2944 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
ω scans | θmax = 28.3°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −5→5 |
Tmin = 0.772, Tmax = 0.970 | k = −52→52 |
20817 measured reflections | l = −15→15 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.141 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.09 | w = 1/[σ2(Fo2) + (0.065P)2 + 0.3571P] where P = (Fo2 + 2Fc2)/3 |
4818 reflections | (Δ/σ)max < 0.001 |
304 parameters | Δρmax = 0.47 e Å−3 |
0 restraints | Δρmin = −0.49 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.3725 (5) | 0.27583 (5) | 0.02835 (19) | 0.0301 (5) | |
H1A | 0.4282 | 0.2699 | −0.0434 | 0.036* | |
C2 | 0.1815 (5) | 0.30346 (5) | 0.03708 (18) | 0.0288 (5) | |
H2 | 0.1057 | 0.3165 | −0.0286 | 0.035* | |
C3 | 0.1000 (4) | 0.31222 (5) | 0.14157 (17) | 0.0241 (4) | |
C4 | 0.2106 (5) | 0.29200 (5) | 0.23499 (18) | 0.0285 (5) | |
H4A | 0.1550 | 0.2970 | 0.3074 | 0.034* | |
C5 | 0.4014 (5) | 0.26468 (5) | 0.22205 (18) | 0.0303 (5) | |
H5 | 0.4781 | 0.2510 | 0.2859 | 0.036* | |
C6 | −0.0816 (5) | 0.34379 (5) | 0.15710 (19) | 0.0274 (5) | |
H6A | −0.2191 | 0.3396 | 0.2147 | 0.033* | |
H6B | −0.2119 | 0.3499 | 0.0845 | 0.033* | |
C7 | 0.1414 (4) | 0.37327 (4) | 0.19605 (17) | 0.0231 (4) | |
H7A | 0.2821 | 0.3663 | 0.2653 | 0.028* | |
H7B | 0.2688 | 0.3783 | 0.1359 | 0.028* | |
C8 | −0.0333 (5) | 0.40558 (5) | 0.22141 (18) | 0.0259 (4) | |
H8A | −0.1792 | 0.4122 | 0.1531 | 0.031* | |
H8B | −0.1545 | 0.4009 | 0.2837 | 0.031* | |
C9 | 0.1877 (4) | 0.43416 (5) | 0.25501 (17) | 0.0232 (4) | |
C10 | 0.3241 (5) | 0.43892 (5) | 0.36719 (18) | 0.0284 (5) | |
H10 | 0.2730 | 0.4241 | 0.4248 | 0.034* | |
C11 | 0.5325 (5) | 0.46499 (5) | 0.39533 (18) | 0.0303 (5) | |
H11 | 0.6237 | 0.4683 | 0.4722 | 0.036* | |
C12 | 0.4859 (5) | 0.48164 (5) | 0.20454 (18) | 0.0274 (5) | |
H12 | 0.5448 | 0.4966 | 0.1486 | 0.033* | |
C13 | 0.2774 (5) | 0.45587 (5) | 0.17292 (18) | 0.0271 (4) | |
H13 | 0.1943 | 0.4528 | 0.0951 | 0.033* | |
C14 | 0.2462 (4) | 0.14159 (5) | 0.10372 (16) | 0.0242 (4) | |
C15 | 0.0937 (5) | 0.15626 (5) | 0.18872 (17) | 0.0242 (4) | |
C16 | 0.0593 (5) | 0.13634 (5) | 0.28250 (17) | 0.0254 (4) | |
H16 | −0.0434 | 0.1463 | 0.3394 | 0.030* | |
C17 | 0.1642 (4) | 0.10295 (5) | 0.29929 (16) | 0.0241 (4) | |
C18 | 0.3172 (4) | 0.08817 (5) | 0.21479 (16) | 0.0237 (4) | |
C19 | 0.3505 (5) | 0.10808 (5) | 0.12051 (16) | 0.0250 (4) | |
H19 | 0.4519 | 0.0981 | 0.0634 | 0.030* | |
C20 | 0.4634 (5) | 0.05296 (5) | 0.21640 (18) | 0.0269 (5) | |
C21 | 0.3257 (5) | 0.15754 (5) | −0.00473 (17) | 0.0289 (5) | |
C22 | −0.0525 (5) | 0.19153 (5) | 0.19017 (19) | 0.0300 (5) | |
C23 | 0.0884 (5) | 0.08726 (5) | 0.40946 (17) | 0.0291 (5) | |
N1 | 0.4795 (4) | 0.25735 (4) | 0.12010 (15) | 0.0287 (4) | |
N2 | 0.6064 (4) | 0.48573 (4) | 0.31388 (15) | 0.0274 (4) | |
H2N | 0.744 (6) | 0.5039 (6) | 0.3330 (19) | 0.041* | |
O1 | 0.1975 (4) | 0.18638 (4) | −0.04229 (13) | 0.0391 (4) | |
H1 | 0.0665 | 0.1923 | −0.0011 | 0.059* | |
O2 | 0.5104 (4) | 0.14344 (4) | −0.05626 (13) | 0.0429 (4) | |
O3 | −0.1051 (5) | 0.20327 (4) | 0.28074 (14) | 0.0508 (5) | |
O4 | −0.1236 (4) | 0.20711 (4) | 0.09496 (13) | 0.0376 (4) | |
H4 | −0.2354 | 0.2241 | 0.1038 | 0.056* | |
O5 | −0.0933 (4) | 0.10178 (4) | 0.46125 (13) | 0.0429 (4) | |
O6 | 0.2178 (4) | 0.05863 (4) | 0.44683 (13) | 0.0369 (4) | |
H6 | 0.3283 | 0.0513 | 0.4001 | 0.055* | |
O7 | 0.5271 (4) | 0.03713 (4) | 0.30926 (13) | 0.0383 (4) | |
O8 | 0.5271 (4) | 0.04109 (4) | 0.12517 (12) | 0.0381 (4) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.0317 (11) | 0.0274 (11) | 0.0318 (12) | 0.0005 (9) | 0.0067 (9) | −0.0037 (9) |
C2 | 0.0310 (11) | 0.0256 (11) | 0.0293 (12) | −0.0001 (9) | 0.0023 (9) | 0.0015 (9) |
C3 | 0.0195 (9) | 0.0198 (10) | 0.0320 (12) | −0.0031 (8) | 0.0004 (8) | −0.0019 (8) |
C4 | 0.0311 (11) | 0.0264 (11) | 0.0279 (12) | −0.0008 (9) | 0.0040 (9) | −0.0014 (9) |
C5 | 0.0348 (12) | 0.0248 (11) | 0.0294 (12) | 0.0009 (9) | −0.0012 (9) | 0.0039 (9) |
C6 | 0.0225 (10) | 0.0216 (10) | 0.0379 (12) | −0.0002 (8) | 0.0033 (9) | −0.0031 (9) |
C7 | 0.0208 (9) | 0.0184 (10) | 0.0310 (11) | 0.0000 (8) | 0.0066 (8) | −0.0005 (8) |
C8 | 0.0235 (10) | 0.0188 (10) | 0.0362 (12) | −0.0003 (8) | 0.0074 (9) | −0.0023 (8) |
C9 | 0.0203 (9) | 0.0178 (9) | 0.0324 (12) | 0.0026 (7) | 0.0070 (8) | −0.0019 (8) |
C10 | 0.0331 (11) | 0.0253 (11) | 0.0281 (11) | −0.0005 (9) | 0.0087 (9) | 0.0017 (9) |
C11 | 0.0344 (12) | 0.0284 (11) | 0.0281 (12) | −0.0016 (9) | 0.0049 (9) | −0.0029 (9) |
C12 | 0.0295 (11) | 0.0225 (10) | 0.0294 (12) | −0.0019 (8) | 0.0016 (9) | 0.0038 (8) |
C13 | 0.0294 (11) | 0.0234 (10) | 0.0277 (11) | −0.0007 (8) | 0.0015 (9) | 0.0001 (8) |
C14 | 0.0266 (10) | 0.0232 (10) | 0.0221 (10) | 0.0017 (8) | 0.0013 (8) | −0.0011 (8) |
C15 | 0.0267 (10) | 0.0204 (10) | 0.0247 (11) | 0.0029 (8) | 0.0010 (8) | −0.0018 (8) |
C16 | 0.0263 (10) | 0.0254 (10) | 0.0245 (11) | 0.0042 (8) | 0.0041 (8) | −0.0021 (8) |
C17 | 0.0261 (10) | 0.0235 (10) | 0.0218 (10) | −0.0002 (8) | 0.0004 (8) | −0.0010 (8) |
C18 | 0.0242 (10) | 0.0212 (10) | 0.0240 (11) | 0.0024 (8) | −0.0016 (8) | −0.0010 (8) |
C19 | 0.0280 (10) | 0.0246 (10) | 0.0219 (11) | 0.0038 (8) | 0.0027 (8) | −0.0027 (8) |
C20 | 0.0284 (11) | 0.0211 (10) | 0.0292 (12) | 0.0028 (8) | −0.0015 (9) | −0.0019 (9) |
C21 | 0.0345 (12) | 0.0265 (11) | 0.0254 (11) | 0.0021 (9) | 0.0035 (9) | −0.0005 (9) |
C22 | 0.0336 (12) | 0.0219 (11) | 0.0342 (13) | 0.0044 (9) | 0.0045 (10) | −0.0014 (9) |
C23 | 0.0342 (12) | 0.0299 (12) | 0.0224 (11) | −0.0010 (9) | 0.0018 (9) | −0.0009 (9) |
N1 | 0.0288 (9) | 0.0217 (9) | 0.0351 (11) | −0.0003 (7) | 0.0029 (8) | −0.0007 (7) |
N2 | 0.0262 (9) | 0.0206 (9) | 0.0348 (11) | −0.0017 (7) | 0.0023 (8) | −0.0023 (7) |
O1 | 0.0473 (10) | 0.0371 (9) | 0.0342 (9) | 0.0115 (7) | 0.0103 (7) | 0.0120 (7) |
O2 | 0.0601 (11) | 0.0383 (9) | 0.0343 (9) | 0.0099 (8) | 0.0199 (8) | 0.0028 (7) |
O3 | 0.0858 (14) | 0.0323 (9) | 0.0373 (10) | 0.0226 (9) | 0.0195 (9) | −0.0011 (7) |
O4 | 0.0482 (10) | 0.0274 (8) | 0.0366 (9) | 0.0168 (7) | 0.0042 (7) | 0.0028 (7) |
O5 | 0.0592 (11) | 0.0402 (9) | 0.0334 (9) | 0.0065 (8) | 0.0206 (8) | 0.0033 (7) |
O6 | 0.0459 (10) | 0.0347 (9) | 0.0302 (9) | 0.0059 (7) | 0.0064 (7) | 0.0085 (7) |
O7 | 0.0510 (10) | 0.0293 (8) | 0.0334 (9) | 0.0150 (7) | 0.0026 (7) | 0.0065 (7) |
O8 | 0.0537 (10) | 0.0294 (8) | 0.0301 (9) | 0.0173 (7) | 0.0021 (7) | −0.0046 (7) |
Geometric parameters (Å, º) top
C1—N1 | 1.334 (3) | C12—C13 | 1.374 (3) |
C1—C2 | 1.380 (3) | C12—H12 | 0.9500 |
C1—H1A | 0.9500 | C13—H13 | 0.9500 |
C2—C3 | 1.387 (3) | C14—C19 | 1.393 (3) |
C2—H2 | 0.9500 | C14—C15 | 1.414 (3) |
C3—C4 | 1.391 (3) | C14—C21 | 1.520 (3) |
C3—C6 | 1.495 (3) | C15—C16 | 1.387 (3) |
C4—C5 | 1.379 (3) | C15—C22 | 1.522 (3) |
C4—H4A | 0.9500 | C16—C17 | 1.389 (3) |
C5—N1 | 1.339 (3) | C16—H16 | 0.9500 |
C5—H5 | 0.9500 | C17—C18 | 1.412 (3) |
C6—C7 | 1.537 (3) | C17—C23 | 1.528 (3) |
C6—H6A | 0.9900 | C18—C19 | 1.391 (3) |
C6—H6B | 0.9900 | C18—C20 | 1.518 (3) |
C7—C8 | 1.531 (3) | C19—H19 | 0.9500 |
C7—H7A | 0.9900 | C20—O8 | 1.250 (2) |
C7—H7B | 0.9900 | C20—O7 | 1.261 (2) |
C8—C9 | 1.493 (3) | C21—O2 | 1.217 (2) |
C8—H8A | 0.9900 | C21—O1 | 1.309 (2) |
C8—H8B | 0.9900 | C22—O3 | 1.225 (3) |
C9—C10 | 1.390 (3) | C22—O4 | 1.283 (3) |
C9—C13 | 1.394 (3) | C23—O5 | 1.217 (2) |
C10—C11 | 1.376 (3) | C23—O6 | 1.303 (2) |
C10—H10 | 0.9500 | N2—H2N | 0.94 (2) |
C11—N2 | 1.340 (3) | O1—H1 | 0.8400 |
C11—H11 | 0.9500 | O4—H4 | 0.8400 |
C12—N2 | 1.338 (3) | O6—H6 | 0.8400 |
| | | |
N1—C1—C2 | 120.3 (2) | N2—C12—H12 | 119.9 |
N1—C1—H1A | 119.8 | C13—C12—H12 | 119.9 |
C2—C1—H1A | 119.8 | C12—C13—C9 | 120.01 (19) |
C1—C2—C3 | 120.1 (2) | C12—C13—H13 | 120.0 |
C1—C2—H2 | 120.0 | C9—C13—H13 | 120.0 |
C3—C2—H2 | 120.0 | C19—C14—C15 | 117.33 (18) |
C2—C3—C4 | 118.07 (18) | C19—C14—C21 | 113.38 (17) |
C2—C3—C6 | 121.85 (18) | C15—C14—C21 | 129.26 (17) |
C4—C3—C6 | 119.93 (19) | C16—C15—C14 | 117.82 (17) |
C5—C4—C3 | 119.72 (19) | C16—C15—C22 | 113.82 (17) |
C5—C4—H4A | 120.1 | C14—C15—C22 | 128.33 (18) |
C3—C4—H4A | 120.1 | C15—C16—C17 | 124.80 (18) |
N1—C5—C4 | 120.51 (19) | C15—C16—H16 | 117.6 |
N1—C5—H5 | 119.7 | C17—C16—H16 | 117.6 |
C4—C5—H5 | 119.7 | C16—C17—C18 | 117.65 (18) |
C3—C6—C7 | 109.41 (15) | C16—C17—C23 | 113.07 (17) |
C3—C6—H6A | 109.8 | C18—C17—C23 | 129.27 (18) |
C7—C6—H6A | 109.8 | C19—C18—C17 | 117.57 (17) |
C3—C6—H6B | 109.8 | C19—C18—C20 | 115.06 (17) |
C7—C6—H6B | 109.8 | C17—C18—C20 | 127.32 (17) |
H6A—C6—H6B | 108.2 | C18—C19—C14 | 124.83 (18) |
C8—C7—C6 | 111.49 (15) | C18—C19—H19 | 117.6 |
C8—C7—H7A | 109.3 | C14—C19—H19 | 117.6 |
C6—C7—H7A | 109.3 | O8—C20—O7 | 121.98 (18) |
C8—C7—H7B | 109.3 | O8—C20—C18 | 118.34 (18) |
C6—C7—H7B | 109.3 | O7—C20—C18 | 119.63 (17) |
H7A—C7—H7B | 108.0 | O2—C21—O1 | 120.11 (19) |
C9—C8—C7 | 110.43 (16) | O2—C21—C14 | 119.67 (18) |
C9—C8—H8A | 109.6 | O1—C21—C14 | 120.22 (18) |
C7—C8—H8A | 109.6 | O3—C22—O4 | 123.10 (19) |
C9—C8—H8B | 109.6 | O3—C22—C15 | 119.00 (19) |
C7—C8—H8B | 109.6 | O4—C22—C15 | 117.87 (18) |
H8A—C8—H8B | 108.1 | O5—C23—O6 | 120.80 (19) |
C10—C9—C13 | 117.74 (18) | O5—C23—C17 | 119.26 (18) |
C10—C9—C8 | 121.65 (18) | O6—C23—C17 | 119.94 (18) |
C13—C9—C8 | 120.50 (18) | C1—N1—C5 | 121.27 (18) |
C11—C10—C9 | 120.41 (19) | C12—N2—C11 | 121.90 (19) |
C11—C10—H10 | 119.8 | C12—N2—H2N | 118.1 (14) |
C9—C10—H10 | 119.8 | C11—N2—H2N | 120.0 (14) |
N2—C11—C10 | 119.7 (2) | C21—O1—H1 | 109.5 |
N2—C11—H11 | 120.1 | C22—O4—H4 | 109.5 |
C10—C11—H11 | 120.1 | C23—O6—H6 | 109.5 |
N2—C12—C13 | 120.17 (19) | | |
| | | |
N1—C1—C2—C3 | 0.1 (3) | C23—C17—C18—C19 | 178.57 (19) |
C1—C2—C3—C4 | −1.4 (3) | C16—C17—C18—C20 | 177.14 (18) |
C1—C2—C3—C6 | 174.17 (18) | C23—C17—C18—C20 | −4.0 (3) |
C2—C3—C4—C5 | 1.5 (3) | C17—C18—C19—C14 | 0.5 (3) |
C6—C3—C4—C5 | −174.12 (18) | C20—C18—C19—C14 | −177.26 (18) |
C3—C4—C5—N1 | −0.4 (3) | C15—C14—C19—C18 | −0.4 (3) |
C2—C3—C6—C7 | −93.1 (2) | C21—C14—C19—C18 | 177.70 (19) |
C4—C3—C6—C7 | 82.3 (2) | C19—C18—C20—O8 | −18.2 (3) |
C3—C6—C7—C8 | −175.93 (17) | C17—C18—C20—O8 | 164.24 (19) |
C6—C7—C8—C9 | −177.97 (17) | C19—C18—C20—O7 | 159.20 (19) |
C7—C8—C9—C10 | −87.2 (2) | C17—C18—C20—O7 | −18.3 (3) |
C7—C8—C9—C13 | 89.1 (2) | C19—C14—C21—O2 | −12.5 (3) |
C13—C9—C10—C11 | 2.1 (3) | C15—C14—C21—O2 | 165.3 (2) |
C8—C9—C10—C11 | 178.46 (19) | C19—C14—C21—O1 | 167.87 (19) |
C9—C10—C11—N2 | −0.6 (3) | C15—C14—C21—O1 | −14.3 (3) |
N2—C12—C13—C9 | 0.8 (3) | C16—C15—C22—O3 | 20.4 (3) |
C10—C9—C13—C12 | −2.2 (3) | C14—C15—C22—O3 | −161.9 (2) |
C8—C9—C13—C12 | −178.62 (18) | C16—C15—C22—O4 | −157.46 (19) |
C19—C14—C15—C16 | 0.1 (3) | C14—C15—C22—O4 | 20.3 (3) |
C21—C14—C15—C16 | −177.7 (2) | C16—C17—C23—O5 | 12.2 (3) |
C19—C14—C15—C22 | −177.56 (19) | C18—C17—C23—O5 | −166.7 (2) |
C21—C14—C15—C22 | 4.7 (3) | C16—C17—C23—O6 | −167.82 (18) |
C14—C15—C16—C17 | 0.1 (3) | C18—C17—C23—O6 | 13.2 (3) |
C22—C15—C16—C17 | 178.06 (18) | C2—C1—N1—C5 | 1.1 (3) |
C15—C16—C17—C18 | 0.1 (3) | C4—C5—N1—C1 | −0.9 (3) |
C15—C16—C17—C23 | −179.02 (19) | C13—C12—N2—C11 | 0.8 (3) |
C16—C17—C18—C19 | −0.3 (3) | C10—C11—N2—C12 | −0.9 (3) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2N···O8i | 0.94 (2) | 1.79 (2) | 2.728 (2) | 174 (2) |
O1—H1···O4 | 0.84 | 1.62 | 2.446 (2) | 168 |
O4—H4···N1ii | 0.84 | 1.83 | 2.669 (2) | 173 |
O6—H6···O7 | 0.84 | 1.58 | 2.425 (2) | 178 |
Symmetry codes: (i) −x+3/2, y+1/2, −z+1/2; (ii) x−1, y, z. |